4-Hydroxyantipyrine

Base Information

• Chemical Name: 4-Hydroxyantipyrine
• CAS No.: 1672-63-5
• Molecular Formula: C11H12 N2 O2
• Molecular Weight: 204.228
• Hs Code.: 2933990090
• European Community (EC) Number: 626-671-5
• NSC Number: 174055
• UNII: DPZ41NV570
• DSSTox Substance ID: DTXSID70168242
• Nikkaji Number: J265.464D
• Wikidata: Q27166457
• ChEMBL ID: CHEMBL1526434
• Mol file: 1672-63-5.mol

Synonyms:4-hydroxyantipyrine

Chemical Property of 4-Hydroxyantipyrine

Chemical Property:

• Vapor Pressure: 0.000199mmHg at 25°C
• Melting Point: 184-186 °C(lit.)
• Boiling Point: 314.3°Cat760mmHg
• PKA: 11.99±0.20(Predicted)
• Flash Point: 143.9°C
• PSA: 47.16000
• Density: 1.294g/cm³
• LogP: 1.19000
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 204.089877630
• Heavy Atom Count: 15
• Complexity: 306

Purity/Quality:

98%min ^*data from raw suppliers

4-Hydroxyantipyrine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=O)N(N1C)C2=CC=CC=C2)O
• Uses: Antipyrine metabolite 4-Hydroxyantipyrine is a metabolite of antipyrine (A697500) which is an analgesic and antipyretic that has been given by mouth and as ear drops. Antipyrine is often used in testing the effects of other drugs or diseases on drug-metabolizing enzymes in the liver. Antipyrine is often used in testing the effects of other drugs or diseases on drug-metabolizing enzymes in the liver. 4-Hydroxyantipyrine was used to study the relationships between the metabolism of antipyrine, hexobarbitone and theophylline in man. It was used in a study on flow injection analysis system for the characterisation of pharmaceutical compounds via combination of diode array UV, 1H NMR, FT-IR spectroscopy and time-of-flight mass spectrometry.

Technology Process of 4-Hydroxyantipyrine

There total 19 articles about 4-Hydroxyantipyrine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 54.0%

4-bromoantipyrine (5426-65-3) → 4-hydroxyantipyrine (1672-63-5)

Guidance literature:

With potassium hydroxide; N-benzyl-trimethylammonium hydroxide; for 3h; Heating;

DOI:10.1002/ardp.19893220605

Reference yield: 20.0%

antipyrine (60-80-0) → 4-hydroxyantipyrine (1672-63-5)

Guidance literature:

In water; at 20 ℃; for 5h; Irradiation;

Reference yield:

antipyrine (60-80-0) → 3-Methyl-1-phenyl-2-pyrazoline-4,5-dione (881-05-0) + 1-acetyl-1-methyl-2-phenylhydrazine (38604-70-5) + edaravone (89-25-8) + Glyoxilic acid (298-12-4) + 4-hydroxyantipyrine (1672-63-5) + 5-hydroxy-1,5-dimethyl-3-phenyl-imidazolidine-2,4-dione (50871-97-1)

Guidance literature:

In water; Kinetics; Product distribution; Irradiation; photochemical decomposition, λ=254 nm;

upstream raw materials:

antipyrine

methyl iodide

4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one

4-bromoantipyrine

Downstream raw materials:

4-ethoxy-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one

4-(5-chloro-2,4-dinitro-phenoxy)-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one

4-(2,4-dinitro-phenoxy)-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one

N,N'-Diphenyloxamid

Refernces

• 1、 Krohn,Stenns. "Chemical synthesis of phase-I- and phase-II-metabolites of antipyrine". . p. 351 - 354. Retrieved 2007/10/02.
• 2、 Marciniec. "Photochemical decomposition of phenazone derivatives. Part 5: Isolation and identification of decomposition products in aqueous solution". . p. 30 - 33. Retrieved 2007/10/02.